Synthesis, Characterization, and Study of the Thermal Properties of New Poly(arylene ether 1,3,4-oxadiazole)s

Bottino, Francesco A.; Pasquale, Giovanna Di; Iannelli, Pio

doi:10.1021/ma000664t

Cited by 41 publications

(21 citation statements)

References 40 publications

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“…TGA curves are presented in Figure 2. The thermal stability of the present polymers is very similar to that of related polyoxadiazoles which contain pendent phenoxy groups, 19 but slightly lower (by approximately 40-50 C) than that of poly(1,3,4-oxadiazole-ether)s 20 and poly(1,3,4-oxadiazole-amide)s which contain pendent phthalimide groups. 5,21 That proves that the ester groups in the present polymers are more vulnerable to thermal degradation.…”

Section: Measurementssupporting

confidence: 51%

Synthesis of Poly(1,3,4-oxadiazole-amide-ester)s and Study of the Influence of Conformational Parameters on their Physical Properties

Sava¹,

Ronova

Brumă³

2006

Polym J

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ABSTRACT:Aromatic poly(1,3,4-oxadiazole-amide-ester)s have been synthesized by low temperature solution polycondensation reaction of equimolar amounts of aromatic diamines containing preformed 1,3,4-oxadiazole rings with diacid chlorides containing preformed ester linkages. The polymers showed high thermal stability with initial decomposition temperature being above 365 C and glass transition temperature in the range of 215-260 C. The weight average molecular weight was in the range of 91,000-257,000 and polydispersity is in the range of 1.64-5. The polymer films showed good mechanical properties with tensile strength in the range of 40-91 MPa, elastic modulus in the range of 2.22-3.98 GPa and elongation at break in the range of 1.85-7.37%. Conformational parameters of polymers have been calculated by Monte Carlo method with allowance for hindered rotation and discussed in relation with some physical properties. 1,2 High performances include electronic properties, electric conduction, optical properties, good hydrolytic stability, highly ordered systems, mechanical resistance and high thermal stability. But the applicability of these polymers is limited because they have rigid molecules due to the delocalization of -electrons along the polymer chain, which makes them insoluble in organic solvents and without glass transition or with too high glass transition temperature, and therefore their processing is very difficult. Research of poly(1,3,4-oxadiazole)s has considerably extended in the last years as can be seen from the large number of publications. Most of this research aims to improving solubility and processability of aromatic polyoxadiazoles by introduction of certain substituents on aromatic rings, flexible bridges in the chain like ether, amide, ester, isopropylidene, hexafluoroisopropylidene or voluminous units pendent to the chain, provided that the conjugation is not disturbed. 3-10We considered that the incorporation of ester together with amide groups in the macromolecular chain of aromatic poly(1,3,4-oxadiazole)s would result in products with enhanced solubility in organic solvents and reasonable glass transition temperature values, while maintaining a high thermal stability. Here we report the synthesis of poly(1,3,4-oxadiazole-amideester)s by solution polycondensation reaction of various aromatic diamines containing 1,3,4-oxadiazole ring with diacid chlorides containing preformed ester groups. We studied their thermal stability, glass transition, mechanical properties, weight average molecular weight, solubility, and film forming ability and have been compared these properties with those of related polymers. Also, some physical properties of these polymers such as solubility, glass transition temperature and initial decomposition temperature have been discussed in relation with the conformational rigidity of their chains and some relationships have been shown. EXPERIMENTAL Starting MaterialsN-methylpyrrolidinone (NMP) (Merck) was dried over phosphorous pentoxide and distilled under reduced pressu...

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Section: Measurementssupporting

confidence: 51%

Synthesis of Poly(1,3,4-oxadiazole-amide-ester)s and Study of the Influence of Conformational Parameters on their Physical Properties

Sava¹,

Ronova

Brumă³

2006

Polym J

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“…Consequently, the polymers display superior melt processing behaviors, solubility, adhesion, hydrolytic stability and thermal oxidative. Furthermore, it can also show moderate high glass transition temperatures and tough mechanical properties as well as liquid crystalline properties which may lead them to be applied in microelectronics fabrications and other applications [35–37]. Polyethers show also great ability for film production that can be used in ulta-filtration membranes gas separation and aerospace vehicles [38].…”

Section: Introductionmentioning

confidence: 99%

Thermally stable hybrid polyarylidene(azomethine-ether)s polymers (PAAP): an ultrasensitive arsenic(III) sensor approach

Rahman

Hussein

Aly

et al. 2018

Designed Monomers and Polymers

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A new category of thermally stable hybrid polyarylidene(azomethine-ether)s and copolyarylidene(azomethine-ether)s (PAAP) based on diarylidenecycloalkanones has been synthesized using solution polycondensation method. For potential cationic sensor development, a thin layer of PAAP onto a flat glassy carbon electrode (GCE, surface area: 0.0316 cm2) was prepared with conducting nafion (5%) coating agent to fabricate a sensitive and selective arsenic (III) [As3+] ion in short response time in neutral buffer system. The fabricated cationic sensor was measured the analytical performances such as higher sensitivity, linear dynamic range, detection limit, reproducibility, and long-term stability towards As3+ ions. The sensitivity and detection limit were calculated as 2.714 μAμM−1cm−2 and 6.8 ± 0.1 nM (SNR of 3; 3N/S) respectively from the calibration curve. This novel approach can be initiated a well-organized route of an efficient development of heavy selective arsenic sensor for hazardous pollutants in biological, environmental, and health care fields. Real sample analysis for various environmental sample was performed with PAAP-modified-GCE.

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“…Detailed procedure for synthesis of precursors, variationaly phenyl-substituted monomer and Polymers prepared by a modification of the published procedure are outlined in Scheme 1 [18][19][20][21][22]. The production of PAEs (P2-C~P4-C) is achieved via the nucleophilic displacement of fluorine atoms on bis(4-fluoro-3-trifluoromethyl)-n''-phenyl-quinquephenyl monomers (7)(8)(9).…”

Section: Resultsmentioning

confidence: 99%

“…[1][2][3][4] Remarkable thermal stability, high optical transmittance, high glass transition temperature (Tg), low dielectric constant, thermo-oxidative stability, good processability, stable anti-hydrolysis and chemical resistance have become the essential properties of PAEs. [5][6][7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Functional flexible substrate in altering substitution phenylene core of fluorinated poly(arylene ether)s

Lee

Huang

2012

E-Polymers

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Abstract:We proposed three degrees n" of phenyl substition on the middle phenylene core of novel poly(arylene ether)s (PAEs). The PAEs were prepared via nucleophilic displacement of fluorine atoms on the terminal benzene ring with trifluoromethylactivated bisfluoro monomer. The thermal property of polymers showed ~273 0 C glass transition point and ~457 0 C decomposition temperature for 5% weight loss. In addition, investigations revealed that spiro-annulated textures resulted from multisubstituted phetaphenylene moiety and trifluoromethyl groups. Furthermore, PAE films were experimentally demonstrated to have wide-range solubility, high transparencies greater than 90% in visible light region, low coefficient of thermal expansion about 30 ppm/ 0 C, low polarities below 2.8 at 1 kHz, and hydrophobicities.

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Synthesis, Characterization, and Study of the Thermal Properties of New Poly(arylene ether 1,3,4-oxadiazole)s

Cited by 41 publications

References 40 publications

Synthesis of Poly(1,3,4-oxadiazole-amide-ester)s and Study of the Influence of Conformational Parameters on their Physical Properties

Synthesis of Poly(1,3,4-oxadiazole-amide-ester)s and Study of the Influence of Conformational Parameters on their Physical Properties

Thermally stable hybrid polyarylidene(azomethine-ether)s polymers (PAAP): an ultrasensitive arsenic(III) sensor approach

Functional flexible substrate in altering substitution phenylene core of fluorinated poly(arylene ether)s

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